Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina

Ivana Sofrenić; Boban Anđelković; Nina Todorović; Tatjana Stanojković; Ljubodrag Vujisić; Miroslav Novaković; Slobodan Milosavljević; Vele Tešević

doi:10.1016/j.phytochem.2020.112580

Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina

Phytochemistry. 2021 Jan:181:112580. doi: 10.1016/j.phytochem.2020.112580. Epub 2020 Nov 6.

Authors

Ivana Sofrenić¹, Boban Anđelković¹, Nina Todorović², Tatjana Stanojković³, Ljubodrag Vujisić¹, Miroslav Novaković⁴, Slobodan Milosavljević⁵, Vele Tešević¹

Affiliations

¹ University of Belgrade, Faculty of Chemistry, Studentski trg 12-16, 11000, Belgrade, Serbia.
² University of Belgrade, Institute of Chemistry, Technology and Metallurgy, National Institute of the Republic of Serbia, Studentski trg 12-16, 11000, Belgrade, Serbia.
³ Institute of Oncology and Radiology of Serbia, Pasterova 14, 11000, Belgrade, Serbia.
⁴ University of Belgrade, Institute of Chemistry, Technology and Metallurgy, National Institute of the Republic of Serbia, Studentski trg 12-16, 11000, Belgrade, Serbia. Electronic address: mironov@chem.bg.ac.rs.
⁵ University of Belgrade, Faculty of Chemistry, Studentski trg 12-16, 11000, Belgrade, Serbia; Serbian Academy of Sciences and Arts, Knez Mihailova 35, 11000, Belgrade, Serbia.

PMID: 33166752
DOI: 10.1016/j.phytochem.2020.112580

Abstract

Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against HL60 leukemia cells (IC₅₀ = 15.8 and 23.7 μM, respectively). Among the known compounds, notable cytotoxicities against HL60 leukemia cells and selectivity with respect to MRC-5 healthy cells were noticed for dehydropachymic acid (IC₅₀ = 10.9 μM, SI 8.6), pachymic acid (IC₅₀ = 11.0 μM, SI 9.8), 3-epi-dehydrotumulosic acid (IC₅₀ = 19.9 μM, SI 5.8) and 12α-hydroxy-3α-(3'-hydroxy-4'-methoxycarbonyl-3'-methylbutyryloxy)-24-methyllanosta-8,24 (31)-dien-26-oic acid (IC₅₀ = 19.2 μM, SI 2.2).

Keywords: Cytotoxic activity; Fomitopsidaceae; Fomitopsis betulina; Lanostane triterpenoid derivatives; Structural elucidation.

MeSH terms

Agaricales*
Esters
Humans
Molecular Structure
Polyporales
Sugars
Triterpenes* / pharmacology

Substances

Esters
Sugars
Triterpenes

Supplementary concepts

Piptoporus betulinus